Category: 2436-29-5

Adding a certain compound to certain chemical reactions, such as: 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2436-29-5, Safety of 3-(1,3-Dioxoisoindolin-2-yl)propanal

Example 12d (0.06 g, 0.135 mmol) and 3-(l ,3-dioxoEomdoliiv2-yl)propa-ial (0082 g, 0.406 mmol) were combined in tetrahydiiofuran (1 .353 mL) under nitto gen and treated drop-wise with 1 M utanium(IV) chloride in toluene (0.406 mL, 0.406 mmol) . The reaction mixture was stirred lor 18 hours at 60 * C, cooled to artfc ient temperature, and partitioned b etwee II ethyl acetate and water. The organic layer was was lied with s aturated aqueous sodium cluotide, dried over arfoydrous sodium sulfate, filtered and concentrated. Irification b y revers e phase HPLC (C IS, C CNAvater (0.1 “A TFA), 0- 100 % gradient) provided the title compound. (0.018 g, 21 ). NMR (500 MHz, DMS O-^ 6 11 94 (d, J = 2.14 Hz, 1H1 7.88 (d, J = 1 53 Hz, 1H), 7.80 – 786 (m, 4H), 7.72 (s, 1H), 7.31 (d, J = 2.75 Hz, IK), 728 (dd, J = 3D9, 1.98 Hz, 1 H), 7.02 – 7.10 (m, 2H), 6.77 – 6.83 (m, 1H), 6.65 – 6.72 (m, 1 5.06 – 5.1 1 (m. 1H), 4.40 – 4.57 (m, 2H), 3.70 – 3.79 (m, 1H), 3 65 ( , 3H), 354 – 3.63 (m, lH), 2.95 (s, 3H), 1 91 – 2.07 (m, 1 1.62 (dd, J = 13.12, 5.19 Hz, 1H). MS (ES I+) mfe 629 (M+H) 1.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(1,3-Dioxoisoindolin-2-yl)propanal, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FIDANZE, Steven D.; LIU, Dachun; MANTEI, Robert A.; MCDANIEL, Keith F.; PRATT, John; SHEPPARD, George S.; WANG, Le; BOGDAN, Andrew; HOLMS, James H.; DIETRICH, Justin D.; MARJANOVIC, Jasmina; HASVOLD, Lisa A.; DAI, Yujia; WO2014/139324; (2014); A1;,
Indoline – Wikipedia,
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Related Products of 2436-29-5,Some common heterocyclic compound, 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, molecular formula is C11H9NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred solution of 31 (0.300 g, 0.852 mmol) in THF (10 mL) was added isopropylmagnesium chloride (0.46 mL, 2M solution in THF, 0.920 mmol) at room temperature. After 1 h the reaction mixture was cooled to -20 C and a solution of 3-(1,3-dioxoisoindolin-2-yl)propanal (32) (0.144 g,0.709 mmol) in THF (3 mL) added. The resulting solution was warmed to room temperature, quenched with brine (20 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organics were dried (Na2SO4), filtered and concentrated to give 33 which was used without purification in the next step

The synthetic route of 2436-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACUCELA INC.; WO2008/131368; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 2436-29-5,Some common heterocyclic compound, 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, molecular formula is C11H9NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate 60 : 2-(3-(3-Oxopiperazin-l-yl)propyl)isoindoline-l,3-dione (0587) A mixture of 3-(l,3-dioxoisoindolin-2-yl)propanal (499.4 mg, 2.458 mmol, commercially available from Fluorochem), piperazin-2-one (376.1 mg, 3.76 mmol, commercially available from Sigma Aldrich) and Na(0Ac)3BH (779.9 mg, 3.68 mmol) in 2-MeTHF (20 mL) was stirred at rt for 21 h 40 min. Further Na(OAc)3BH (516.6 mg, 2.437 mmol) was added after 3 h. AcOH (0.014 mL, 0.246 mmol) was added after 4 h 45 min. After 20 h 40 min further 2-MeTHF (5 mL) was added and the reaction mixture was heated to 60 C. Further Na(OAc)3BH (279.9 mg, 1.321 mmol) was added after 3 h 20 min at 60 C. Further Na(OAc)3BH (496.8 mg, 2.344 mmol) was added after 25 h 45 min at 60 C. The mixture was removed from heating and stirring after a total of 31 h at 60 C and cooled to rt. To this mixture was added sat. NaHCCte (2 mL) and water (8 mL). The mixture was stirred at rt for 20 min and extracted with EtOAc (3 x 10 mL). The organic layer was filtered through a cartridge fitted with a hydrophobic frit and the volatiles evaporated in vacuoto give an oil which was redissolved in MeOH (approx. 5 mL) and applied to the top of a 20 g Isolute aminopropyl ion exchange column. The column was eluted with 4 column volumes of MeOH and 4 column volumes of aqueous 2M HCI. The second MeOH fraction was evaporated in vacuoto give a pale yellow solid; 2-(3-(3-oxopiperazin- l-yl)propyl)isoindoline-l,3-dione (595.1 mg, 2.071 mmol, 84 % yield). (0588) LCMS (2 min high pH); Rt = 0.71 min, m/z = 288 for [MH]+

The synthetic route of 2436-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LEVERNIER, Etienne; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (225 pag.)WO2017/174621; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 2436-29-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

< 1 - 12> 2- { 3-[4-(4-bromo-2-fluoro-pheny lamino)-7-( 1 -methyl-piperidin-4- ylmethoxy)-quinazolin-6-ylamino]-propyl}-isoindol-l,3-dione; The compound of (2.0 g, 0.0043 mol) was dissolved in 40 ml of ethanol, the compound of <1-11> (1.3 g, 0.0064 mol) and sodium cyanoborohydride (500 mg, 0.0086 mol) were added thereto, and stirred at room temperature for 6 hours after adding a catalytic amount (1 m-C) of acetic acid thereto. When the reaction was terminated, the reacted solution was distilled under a reduced pressure, and saturated sodium bicarbonate solution was added thereto. The resulting solution was extracted with dichloromethane, dried over magnesium sulfate, and distilled under a reduced pressure. The resulting residue was subjected to column chromatography to obtain the title compound 1.3 g (yield: 46%). 1H NMR (CDCl3) delta: 8.56 (s, IH), 8.41 (t, IH), 7.81-7.68 (m, 4H), 7.34-7.30 (m, 2H), 7.06 (s, IH), 6.63 (s, IH), 5.03 (br, NH), 4.00 (d, 2H), 3.85 (t, 2H), 3.36 (d, 2H), 2.96 (d, 2H), 2.3 (s, 3H), 2.14-2.02 (m, 3H), 2.00-1.88 (m, 2H), 1.59-1.53 (m, 2H).

The synthetic route of 3-(1,3-Dioxoisoindolin-2-yl)propanal has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANMI PHARM. CO., LTD.; WO2007/55513; (2007); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C11H9NO3

To a solution of 1-(1-benzyl-5-chloro-1H-indole-2-yl)-2-methylpropan-1-amine (0.44 mmol) in 10 mL of anhydrous DCM, was added aldehyde (0.44 mmol) and sodium triacetoxyborohydride (0.44 mmol) at 0 C. The mixture was stirred at room temperature overnight. The solution was poured into 10% aq. NaOH, and extracted with EtOAc (¡Á3). The organic layers were combined, washed with H2O (¡Á3), brine (¡Á3), dried (Na2SO4), filtered, and the filtrate was concentrated. The material was purified by flash chromatography (20% EtOAc:hexane) to yield 40 mg of title compound

The synthetic route of 2436-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boyce, Rustum S.; Guo, Hongyan; Mendenhall, Kris G.; Walter, Annette O.; Wang, Weibo; Xia, Yia; US2006/84687; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 2436-29-5, These common heterocyclic compound, 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of 1-(1-benzyl-5-methyl-1H-benzimidazol-2-yl)-2-methyl-propylamine (0.56 mmol) and 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propionaldehyde (114 mg, 0.56 mmol) in dry DCM (3 mL) at room temperature, was added sodium triacetoxyborohydride (119 mg, 0.56 mmol). After 10 min., acetic acid (34 mul, 0.56 mmol) was added to the reaction mixture. The mixture was stirred at room temperature for 1 h. The solvent was removed in vacuo and the solid was dissolved in ethyl acetate. The organic layer was washed with saturated NaHCO3, dried over MgSO4, filtered and the filtrate was concentrated in vacuo. The crude product was purified by flash chromatography to give crude material that was used in step 7.

The synthetic route of 2436-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boyce, Rustum S.; Guo, Hongyan; Mendenhall, Kris G.; Walter, Annette O.; Wang, Weibo; Xia, Yia; US2006/84687; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2436-29-5, Safety of 3-(1,3-Dioxoisoindolin-2-yl)propanal

C. 3-Phthalimidopropionaldehyde oxime: The product of Ex. 284, part B (14.0 g, 69.0 mmol) was reacted with hydroxylamine hydrochloride (5.80 g, 83.0 mmol) in pyridine (200 mL). After stirring overnight, the pyridine was evaporated and the resultant mixture diluted with water. The precipitate was collected and dried providing the title product as a white solid (8.00 g, 53%): NMR (CDCl3) delta 7.82 (m, 2H), 7.76 (m, 2H), 6.82 (t, 1H), 3.90 (m 4H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(1,3-Dioxoisoindolin-2-yl)propanal, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The DuPont Merck Pharmaceutical Company; US5710159; (1998); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding some certain compound to certain chemical reactions, such as: 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2436-29-5. 2436-29-5

To a solution of 2 (300 mg, 1.04 mmol) and 11a (317 mg, 1.56 mmol) in THF (30 mL) was added NH4OAc (802 mg, 10.4 mmol) in MeOH (30 mL). The reaction mixture was stirred at room temperature for 4 h. The reaction mixture was diluted with EtOAc and washed with a saturated aqueous solution of NaHCO3 and brine. The organic layer was dried over Na2SO4 and concentrated. The crude product was purified by column chromatography on silica gel eluting with 0-3% MeOH/CHCl3 to afford 2-{2-[5-(1,3-benzothiazol-6-yl)-4-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-2-yl]ethyl}-1H-isoindole-1,3(2H)-dione as a yellow solid (437 mg, 89%): MS (ESI) m/z 472 [M+H]+, 100%, 470 [M-H]-, 100%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-(1,3-Dioxoisoindolin-2-yl)propanal.

Reference:
Article; Amada, Hideaki; Sekiguchi, Yoshinori; Ono, Naoya; Koami, Takeshi; Takayama, Tetsuo; Yabuuchi, Tetsuya; Katakai, Hironori; Ikeda, Akiko; Aoki, Mari; Naruse, Takumi; Wada, Reiko; Nozoe, Akiko; Sato, Masakazu; Bioorganic and Medicinal Chemistry; vol. 20; 24; (2012); p. 7128 – 7138;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2436-29-5 name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 2436-29-5

Step 5. 2-(3-{[1-(3-benzylquinolin-2-yl)-2-methylpropyl]amino}propyl)-1H-isoindole-1,3(2H)-dione To a solution of 1-(3-benzylquinolin-2-yl)-2-methylpropan-1-amine 15 (31 mg, 1 eq.) in CH2Cl2 (3 ml), was added aldehyde 16 (0.8 eq., 17 mg), sodium triacetoxy borohydride, and acetic acid. The reaction mixture was stirred for 3 h at room temperature. Water was added and then the aqueous layer was extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated to yield 46 mg of 2-(3-{[1-(3-benzylquinolin-2-yl)-2-methylpropyl]amino}propyl)-1H-isoindole-1,3(2H)-dione 17.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(1,3-Dioxoisoindolin-2-yl)propanal, and friends who are interested can also refer to it.

Reference:
Patent; Wang, Weibo; Constantine, Ryan N.; Lagniton, Liana Marie; Bair, Kenneth; US2005/261337; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2436-29-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, This compound has unique chemical properties. The synthetic route is as follows.

A vial is charged with bis(l,5-cyclooctadiene)rhodium(I) tetrafluoroborate (0.054 g, 0.132 mmol, 0.10 eq.), l,4-bis(diphenylphosphino)butane (0.056 g, 0.132 mmol, 0.10 eq.), dry DCM (2mL) and sealed with a septum. The flask is evacuated and refilled with (3 times) and the reaction mixture is stirred under an atmosphere of . After 3h, volatiles are removed under a nitrogen stream. The residue is combined with Int 001 (0.397 g, 1.328 mmol, 1 eq.), 3-(l,3-dioxo-l,3-dihydroisoindol-2-yl)- propionaldehyde (0.406 g, 2.00 mmol, 1.5 equiv.) and 1,2-dichloroethane (2 mL) in a vial under a N2 atmosphere. The vial is sealed with a cap and heated at 100C. After 2 days, the mixture is concentrated in vacuo. The residue is purified by flash chromatography on silica gel (eluting with Heptane EtOAc 100/0 to 0/100, then DCM/MeOH 90/10) to afford Int 021. LCMS: MW (calcd): 502; m/z MW (obsd): 502-504 (M+H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GALAPAGOS NV; LES LABORATOIRES SERVIER; BREBION, Franck, Laurent; ALVEY, Luke, Jonathan; AMANTINI, David; DEPREZ, Pierre, Marc, Marie, Joseph; GOSMINI, Romain, Luc, Marie; JARY, Helene, Marie; PEIXOTO, Christophe; VARIN, Marie, Laurence, Claire; DE CEUNINCK, Frederic, Andre; POP-BOTEZ, Iuliana, Ecaterina; (317 pag.)WO2016/102347; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem